1,462

Recently Sold Windham County CT Homes

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  • 121 Highland View Dr, Windham, CT 06266

    $50,000

    Sold Sep 26, 2025

    121 Highland View Dr, Windham, CT 06266

    • Land
    • 40,075 Sq Ft
    • $54,348 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 8 Days On Market

    Last Listing Agent Jeanne Crum Home Selling Team

    121 Highland View Dr, Windham, CT 06266
  • 256 Pine Hill Rd, Sterling, CT 06377

    $135,000

    Sold Aug 18, 2025

    256 Pine Hill Rd, Sterling, CT 06377

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Above List Price
    • $188/SF
    • 5 Days On Market

    Current Estimated Value $144,424

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    256 Pine Hill Rd, Sterling, CT 06377
  • 245 Brooklyn Rd, Canterbury, CT 06331

    $725,000

    Sold Jan 23, 2026

    245 Brooklyn Rd, Canterbury, CT 06331

    • 4 Beds
    • 2.5 Baths
    • 3,285 Sq Ft
    • Built 1787

    Last Sold Summary

    • 8% Below List Price
    • $221/SF
    • 64 Days On Market

    Current Estimated Value $718,899

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    245 Brooklyn Rd, Canterbury, CT 06331
  • 43 Hiawatha Heights, Woodstock Valley, CT 06282

    $789,000

    Sold Aug 15, 2025

    43 Hiawatha Heights, Woodstock Valley, CT 06282

    • 2 Beds
    • 2 Baths
    • 1,918 Sq Ft
    • Built 1988

    Last Sold Summary

    • $411/SF
    • 42 Days On Market

    Current Estimated Value $795,011

    Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.

    43 Hiawatha Heights, Woodstock Valley, CT 06282
  • 4 Paradise Dr, Brooklyn, CT 06234

    $20,000

    Sold Jun 15, 2026

    4 Paradise Dr, Brooklyn, CT 06234

    • Land
    • 5,227 Sq Ft
    • $166,667 per Acre

    Last Sold Summary

    • 50% Below List Price
    • 122 Days On Market

    Last Listing Agent Amber Alcazar Coldwell Banker Realty

    4 Paradise Dr, Brooklyn, CT 06234
  • 1350 Thompson Rd, Thompson, CT 06277

    $620,000

    Sold May 11, 2026

    1350 Thompson Rd, Thompson, CT 06277

    • 3 Beds
    • 2.5 Baths
    • 2,610 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Above List Price
    • $238/SF
    • 3 Days On Market

    Current Estimated Value $605,354

    Last Listing Agent Christine Johnson RE/MAX One

    1350 Thompson Rd, Thompson, CT 06277
  • 16 Pond Way, North Windham, CT 06256

    $72,000

    Sold Apr 30, 2026

    16 Pond Way, North Windham, CT 06256

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $59/SF
    • 5 Days On Market

    Last Listing Agent Stephen Daly KW Legacy Partners

    16 Pond Way, North Windham, CT 06256
  • 16 Porter Plain Rd, Thompson, CT 06277

    $400,000

    Sold Oct 03, 2025

    16 Porter Plain Rd, Thompson, CT 06277

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Above List Price
    • $204/SF
    • 3 Days On Market

    Current Estimated Value $405,371

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    16 Porter Plain Rd, Thompson, CT 06277
  • 5 Chappell St, Chaplin, CT 06235

    $355,000

    Sold Jan 14, 2026

    5 Chappell St, Chaplin, CT 06235

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Above List Price
    • $203/SF
    • 53 Days On Market

    Current Estimated Value $343,710

    Last Listing Agent Gregory Hanner Garden Realty

    5 Chappell St, Chaplin, CT 06235
  • 50 Crooked Trail, Woodstock, CT 06281

    $395,000

    Sold Nov 03, 2025

    50 Crooked Trail, Woodstock, CT 06281

    • 3 Beds
    • 3 Baths
    • 2,339 Sq Ft
    • Built 1993

    Last Sold Summary

    • 6% Below List Price
    • $169/SF
    • 16 Days On Market

    Current Estimated Value $427,257

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    50 Crooked Trail, Woodstock, CT 06281
  • 10 School Street Extension, Plainfield, CT 06374

    $399,000

    Sold Feb 20, 2026

    10 School Street Extension, Plainfield, CT 06374

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $219/SF
    • 63 Days On Market

    Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    10 School Street Extension, Plainfield, CT 06374
  • 0 Lustig Rd, Ashford, CT 06278

    $80,000

    Sold Aug 29, 2025

    0 Lustig Rd, Ashford, CT 06278

    • Land
    • 13.18 Acres
    • $6,070 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 10 Days On Market

    Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate

    0 Lustig Rd, Ashford, CT 06278
  • 1370 Plainfield Pike, Sterling, CT 06377

    $402,000

    Sold Apr 24, 2026

    1370 Plainfield Pike, Sterling, CT 06377

    • 5 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $268/SF
    • 14 Days On Market

    Current Estimated Value $396,724

    Last Listing Agent Derek Greene Derek Greene

    1370 Plainfield Pike, Sterling, CT 06377
  • 164 Tower Hill Rd, Chaplin, CT 06235

    $352,500

    Sold May 22, 2026

    164 Tower Hill Rd, Chaplin, CT 06235

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Above List Price
    • $350/SF
    • 4 Days On Market

    Current Estimated Value $332,341

    Last Listing Agent Kyle West eXp Realty

    164 Tower Hill Rd, Chaplin, CT 06235
  • 25 Snake Meadow Rd, Moosup, CT 06354

    $349,900

    Sold Apr 03, 2026

    25 Snake Meadow Rd, Moosup, CT 06354

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1982

    Last Sold Summary

    • $350/SF
    • 34 Days On Market

    Current Estimated Value $346,141

    Last Listing Agent Rachael Gifford The Neighborhood Realty Group

    25 Snake Meadow Rd, Moosup, CT 06354
  • 11 Breaults Landing Rd, Thompson, CT 06277

    $385,000

    Sold Jun 23, 2026

    11 Breaults Landing Rd, Thompson, CT 06277

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1974

    Last Sold Summary

    • $401/SF
    • 6 Days On Market

    Current Estimated Value $377,506

    Last Listing Agent Lauren Heidelberger Berkshire Hathaway NE Prop.

    11 Breaults Landing Rd, Thompson, CT 06277
  • 470 Fabyan Rd, North Grosvenordale, CT 06255

    $445,000

    Sold May 08, 2026

    470 Fabyan Rd, North Grosvenordale, CT 06255

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Above List Price
    • $233/SF
    • 9 Days On Market

    Current Estimated Value $433,806

    Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

    470 Fabyan Rd, North Grosvenordale, CT 06255
  • 1 First St, North Grosvenordale, CT 06255

    $365,000

    Sold Dec 22, 2025

    1 First St, North Grosvenordale, CT 06255

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $203/SF
    • 233 Days On Market

    Current Estimated Value $359,767

    Last Listing Agent Amy Brunet Brunet and Company Real Estate

    1 First St, North Grosvenordale, CT 06255
  • 269 Jackson St, Willimantic, CT 06226

    $290,000

    Sold Oct 01, 2025

    269 Jackson St, Willimantic, CT 06226

    • 3 Beds
    • 3 Baths
    • 2,382 Sq Ft
    • Built 1910

    Last Sold Summary

    • $122/SF
    • 47 Days On Market

    Current Estimated Value $281,275

    Last Listing Agent Michael A Tarallo Giner Real Estate

    269 Jackson St, Willimantic, CT 06226
  • 25 Route 197 Unit Lot 40, Woodstock, CT 06281

    $26,000

    Sold Oct 08, 2025

    25 Route 197 Unit Lot 40, Woodstock, CT 06281

    • 1 Bed
    • 1 Bath
    • 300 Sq Ft
    • Built 1995

    Last Sold Summary

    • 42% Below List Price
    • $87/SF
    • 168 Days On Market

    Last Listing Agent Keri Roy Kazantzis Real Estate, LLC

    25 Route 197 Unit Lot 40, Woodstock, CT 06281
  • 261 Old Colony Rd, Eastford, CT 06242

    $165,000

    Sold Apr 10, 2026

    261 Old Colony Rd, Eastford, CT 06242

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft
    • Built 1767

    Last Sold Summary

    • 17% Below List Price
    • $121/SF
    • 94 Days On Market

    Current Estimated Value $175,121

    Last Listing Agent Michael Calabro Coldwell Banker Calabro

    261 Old Colony Rd, Eastford, CT 06242
  • 0 Seckar Rd Unit 24034213, Ashford, CT 06278

    $95,000

    Sold Sep 24, 2025

    0 Seckar Rd Unit 24034213, Ashford, CT 06278

    • Land
    • 3.68 Acres
    • $25,815 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 420 Days On Market

    Last Listing Agent Jeff Main Berkshire Hathaway NE Prop.

    0 Seckar Rd Unit 24034213, Ashford, CT 06278
  • 100 South St, Willimantic, CT 06226

    $300,000

    Sold Nov 13, 2025

    100 South St, Willimantic, CT 06226

    • 6 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • Built 1914

    Last Sold Summary

    • $155/SF
    • 85 Days On Market

    Current Estimated Value $294,640

    Last Listing Agent Amber Jones KW Legacy Partners

    100 South St, Willimantic, CT 06226
  • 69 Peckham Ln, Danielson, CT 06239

    $330,000

    Sold Jan 23, 2026

    69 Peckham Ln, Danielson, CT 06239

    • 4 Beds
    • 3.5 Baths
    • 3,523 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Above List Price
    • $94/SF
    • 112 Days On Market

    Current Estimated Value $337,104

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    69 Peckham Ln, Danielson, CT 06239
  • 19 Harrison St, Putnam, CT 06260

    $320,000

    Sold Jun 25, 2025

    19 Harrison St, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Above List Price
    • $261/SF
    • 5 Days On Market

    Current Estimated Value $346,841

    Last Listing Agent Tanya McDermott Berkshire Hathaway NE Prop.

    19 Harrison St, Putnam, CT 06260
  • 93 Jericho Rd, Pomfret Center, CT 06259

    $504,700

    Sold Jan 05, 2026

    93 Jericho Rd, Pomfret Center, CT 06259

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Below List Price
    • $268/SF
    • 16 Days On Market

    Current Estimated Value $520,333

    Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

    93 Jericho Rd, Pomfret Center, CT 06259
  • 287 N Sterling Rd, Sterling, CT 06377

    $610,000

    Sold Jul 11, 2025

    287 N Sterling Rd, Sterling, CT 06377

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2022

    Last Sold Summary

    • 19% Below List Price
    • $434/SF
    • 10 Days On Market

    Current Estimated Value $589,375

    Last Listing Agent Daniel Deojay RE/MAX Bell Park Realty

    287 N Sterling Rd, Sterling, CT 06377
  • 170 Lyon Hill Rd, Woodstock, CT 06281

    $700,000

    Sold Nov 19, 2025

    170 Lyon Hill Rd, Woodstock, CT 06281

    • 3 Beds
    • 2.5 Baths
    • 2,960 Sq Ft
    • Built 1811

    Last Sold Summary

    • 3% Above List Price
    • $236/SF
    • 2 Days On Market

    Current Estimated Value $683,497

    Last Listing Agent Mary Ellen Barnett William Pitt Sotheby's Int'l

    170 Lyon Hill Rd, Woodstock, CT 06281
  • 156 Quaddick Rd, Thompson, CT 06277

    $470,000

    Sold Sep 12, 2025

    156 Quaddick Rd, Thompson, CT 06277

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $256/SF
    • 10 Days On Market

    Current Estimated Value $468,915

    Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

    156 Quaddick Rd, Thompson, CT 06277
  • 449 E Thompson Rd, Thompson, CT 06277

    $560,000

    Sold Jul 01, 2025

    449 E Thompson Rd, Thompson, CT 06277

    • 3 Beds
    • 2.5 Baths
    • 2,132 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $263/SF
    • 12 Days On Market

    Current Estimated Value $540,417

    Last Listing Agent Rachel Sposato Berkshire Hathaway NE Prop.

    449 E Thompson Rd, Thompson, CT 06277
  • 80 Ventura Dr, Brooklyn, CT 06234

    $350,000

    Sold Dec 17, 2025

    80 Ventura Dr, Brooklyn, CT 06234

    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1982

    Last Sold Summary

    • 8% Below List Price
    • $183/SF
    • 155 Days On Market

    Current Estimated Value $354,342

    Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    80 Ventura Dr, Brooklyn, CT 06234
  • 23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    $559,000

    Sold Feb 02, 2026

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $259/SF
    • 198 Days On Market

    Current Estimated Value $546,129

    Last Listing Agent Alan Berman Signature Properties of N.E.

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
  • 11 Stone House Dr, Plainfield, CT 06374

    $425,000

    Sold Feb 27, 2026

    11 Stone House Dr, Plainfield, CT 06374

    • 3 Beds
    • 2 Baths
    • 1,832 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Below List Price
    • $232/SF
    • 80 Days On Market

    Last Listing Agent Joan Casey RE/MAX Legends

    11 Stone House Dr, Plainfield, CT 06374
  • 625 Riverside Dr, North Grosvenordale, CT 06255

    $430,000

    Sold Jun 30, 2025

    625 Riverside Dr, North Grosvenordale, CT 06255

    • 4 Beds
    • 2 Baths
    • 2,271 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Above List Price
    • $189/SF
    • 8 Days On Market

    Current Estimated Value $432,558

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    625 Riverside Dr, North Grosvenordale, CT 06255
  • 10 First St, North Grosvenordale, CT 06255

    $320,000

    Sold May 01, 2026

    10 First St, North Grosvenordale, CT 06255

    • 3 Beds
    • 1 Bath
    • 958 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Above List Price
    • $334/SF
    • 11 Days On Market

    Current Estimated Value $318,379

    Last Listing Agent Sarji Properties Team Gold Door Realty

    10 First St, North Grosvenordale, CT 06255
  • 22 Common Way Dr Unit 22, Brooklyn, CT 06234

    $430,000

    Sold Apr 14, 2026

    22 Common Way Dr Unit 22, Brooklyn, CT 06234

    • 2 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Above List Price
    • $270/SF
    • 4 Days On Market

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    22 Common Way Dr Unit 22, Brooklyn, CT 06234
  • 282 Brooklyn Turnpike, Hampton, CT 06247

    $285,000

    Sold May 29, 2026

    282 Brooklyn Turnpike, Hampton, CT 06247

    • 3 Beds
    • 1 Bath
    • 904 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Above List Price
    • $315/SF
    • 35 Days On Market

    Current Estimated Value $277,146

    Last Listing Agent Autumn Beavan First Choice Realty

    282 Brooklyn Turnpike, Hampton, CT 06247
  • 72 Old Canterbury Rd, Hampton, CT 06247

    $430,000

    Sold Aug 21, 2025

    72 Old Canterbury Rd, Hampton, CT 06247

    • 3 Beds
    • 2 Baths
    • 2,508 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Below List Price
    • $171/SF
    • 82 Days On Market

    Current Estimated Value $436,010

    Last Listing Agent Jennifer Lehto Real Broker CT, LLC

    72 Old Canterbury Rd, Hampton, CT 06247
  • 10 Ralph St, Moosup, CT 06354

    $335,000

    Sold Nov 21, 2025

    10 Ralph St, Moosup, CT 06354

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Below List Price
    • $317/SF
    • 17 Days On Market

    Current Estimated Value $333,699

    Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC

    10 Ralph St, Moosup, CT 06354
  • 7 Lockwood St, Brooklyn, CT 06234

    $338,000

    Sold Mar 06, 2026

    7 Lockwood St, Brooklyn, CT 06234

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Above List Price
    • $241/SF
    • 49 Days On Market

    Current Estimated Value $337,176

    Last Listing Agent Shawn Mercer Coldwell Banker Realty

    7 Lockwood St, Brooklyn, CT 06234

Showing Results 81 - 120, Page 3 of 18

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